$120 Find Cheap Flights from Greenville to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to Caribbean Islands departing on 3/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Greenville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$406
Santo Domingo
Santo Domingo2 stops$458
Montego Bay
Montego Bay2 stops$317
Oranjestad
Oranjestad1 stop$591
Nassau
Nassau1 stop$460
Kingston
Kingston1 stop$658
Simpson Bay
Simpson Bay2 stops$622
Providenciales
Providenciales2 stops$526
Port of Spain
Port of Spain1 stop$549
George Town
George Town1 stop$626
Willemstad
Willemstad2 stops$632
St. John's
St. John's1 stop$719
Aguadilla
Aguadilla2 stops$605
Punta Cana
Punta Cana1 stop$406
Santo Domingo
Santo Domingo2 stops$458
Montego Bay
Montego Bay2 stops$317
Oranjestad
Oranjestad1 stop$591
Nassau
Nassau1 stop$460
Kingston
Kingston1 stop$658
Simpson Bay
Simpson Bay2 stops$622
Providenciales
Providenciales2 stops$526
Port of Spain
Port of Spain1 stop$549
George Town
George Town1 stop$626
Willemstad
Willemstad2 stops$632
St. John's
St. John's1 stop$719
Aguadilla
Aguadilla2 stops$605

Book Cheap Greenville to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Greenville to Caribbean Islands

Mon, Apr 13 - Thu, Apr 16
American Airlines Logo
5:20 am - 10:48 am
GSP
-
SJU
5h 28m
1 stop
American Airlines Logo
11:43 am - 11:59 pm
SJU
-
GSP
12h 16m
1 stop
$276American Airlines
Mon, Jun 1 - Sun, Jun 14
Multiple Airlines Logo
5:05 pm - 12:47 am
GSP
-
SJU
7h 42m
1 stop
Multiple Airlines Logo
5:56 pm - 9:01 pm
SJU
-
GSP
27h 05m
1 stop
$279Multiple Airlines
Wed, Apr 22 - Tue, Apr 28
American Airlines Logo
5:20 am - 8:51 pm
GSP
-
SJU
15h 31m
1 stop
American Airlines Logo
5:45 am - 6:15 pm
SJU
-
GSP
12h 30m
1 stop
$281American Airlines
Sat, Apr 11 - Wed, Apr 15
Delta Logo
6:40 am - 4:18 pm
GSP
-
SJU
9h 38m
1 stop
Delta Logo
6:15 am - 12:21 pm
SJU
-
GSP
6h 06m
1 stop
$291Delta
Fri, May 8 - Sun, May 10
Multiple Airlines Logo
5:43 pm - 7:22 pm
GSP
-
SJU
25h 39m
1 stop
Multiple Airlines Logo
11:59 pm - 9:18 am
SJU
-
GSP
9h 19m
1 stop
$310Multiple Airlines
Sun, Apr 12 - Wed, Apr 15
United Airlines Logo
6:30 am - 3:31 pm
GSP
-
STT
9h 01m
1 stop
United Airlines Logo
1:22 pm - 10:45 pm
STT
-
GSP
9h 23m
1 stop
$410United Airlines
Thu, Mar 19 - Mon, Mar 30
Delta Logo
5:40 am - 1:47 pm
GSP
-
STT
8h 07m
1 stop
Delta Logo
1:55 pm - 11:54 pm
STT
-
GSP
9h 59m
1 stop
$435Delta
Fri, Apr 17 - Fri, Apr 24
Southwest Logo
6:25 am - 6:30 pm
GSP
-
NAS
12h 05m
2 stops
Southwest Logo
8:45 am - 8:55 pm
NAS
-
GSP
12h 10m
2 stops
$481Southwest
Sat, Apr 18 - Sat, Apr 25
Southwest Logo
6:25 am - 3:35 pm
GSP
-
PLS
9h 10m
2 stops
Southwest Logo
12:35 pm - 9:35 pm
PLS
-
GSP
9h 00m
2 stops
$526Southwest
Thu, Apr 16 - Thu, Apr 23
United Airlines Logo
6:00 am - 1:33 pm
GSP
-
NAS
7h 33m
1 stop
United Airlines Logo
3:59 pm - 9:46 am
NAS
-
GSP
17h 47m
1 stop
$531United Airlines
Booking Insights

KAYAK's insights & trends for Greenville to Caribbean Islands flights

Get data-powered insights and trends into flights from Greenville to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Greenville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $329, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Greenville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greenville to Caribbean Islands is May, when tickets cost $425 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $625 and $620 respectively.

How far in advance should I book a flight from Greenville to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Greenville to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$120
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Greenville to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Greenville to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greenville to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greenville to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Greenville to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greenville to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Greenville to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Greenville to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Greenville to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Greenville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Greenville to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8271 reviews
7.2Food
7.9Comfort
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

8.0 ExcellentAnonymous, Mar 2026
SEA - RDU
Read more Delta reviews

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

The flight was flying with 30% capacity. The flight my seat from preferred seating to back of the seat. Even though i can understand that this was to balance the flight weight. The flight attendance decided to do the serving near my seat and in the middle , their noices woke me up from sleep , when i realized that the service has ended and when they were going back asked for a coffee, for which they answered they have completed teh service in my location. That really upset me as they woke me up and also rejected the coffee i asked. I ended up landing with a headache, thanks to the crew that screwed up my travel

Delayed. Hot. Passenger next to me was so large I couldn’t move.

Same experience as the flight from Norfolk to Atlanta where people are boarded in zones that don't make sense. People behind you on the plane will get on before you and they take the luggage space on your row.

The boarding process doesn't make sense since some people that will sit behind your rows are boarded before you and then they take up the luggage space above your head. I then have to wait for people to get off the plane before I can go back to get my luggage.

Good flight. Connector flight was delayed so made a short turnaround in Atlanta which was stressful. Otherwise, great crew, Staff in ATL was very informative about the delay and ensured people their connections were fine. Notified the ones that were not. Great communication.

The flight went very well, but the flight attendants didn't serve and food or drinks other than 1st class due to rough air but to be honest it wasn't that bumpy and I felt that they could've at least offered water and coffee perhaps. Also serving 1st class only is a bad look. I've been in 1st class many times and I would've felt that if the turbulence was too rough for the main cabin, it would be too rough for 1st class too.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

My seatback screen didn’t work so that sucked because that’s what I was going to do on the plane.

Left a few minutes early. Got in 15 minutes early. Very attentive service on board. Very organized boarding.

The baggage claim experience was poor. The plane crew and the AA app said that checked baggage in CLT would be at carousel 7 but the sign at Baggage Claim said carousel 1. The carousel 1 sign had the correct flight # listed above the belt. But the luggage never came. I went to an AA baggage claim office after about 1 hour and the clerk directed me to another AA room that was poorly marked, with a closed door and no obvious way to know what to do. Finally someone opened the door and my bag was inside. The clerk was totally unable to explain why.

They are rarely on time! Very hard to plan your travels when flights or connections keep getting delayed.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

Forced to check bags. Crew uninterested in collecting trash. Unclean seats.

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

Good crew and flight was on time. It’s a small plane with limited overhead luggage space. They said the overhead space was full and I had to check my bag. There was still space when I got on. Waiting for my checked luggage added 30 minutes to my trip. Not the end of the world but also not great.

My seat was assigned last row behind restrooms No legroom’s I’m very Pettit Still was not comfortable Food choice was excellent

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports